A water-soluble NIR fluorescent probe capable of rapid response and selective detection of hydrogen sulfide in food samples and living cells

Yanhui Ma; Xuzhao Wang; Zhen Wang; Guijiang Zhang; Xiyu Chen; Yibo Zhang; Yunfei Luo; Gui Gao; Xin Zhou

doi:10.1016/j.talanta.2023.124303

A water-soluble NIR fluorescent probe capable of rapid response and selective detection of hydrogen sulfide in food samples and living cells

Talanta. 2023 May 1:256:124303. doi: 10.1016/j.talanta.2023.124303. Epub 2023 Jan 24.

Authors

Yanhui Ma¹, Xuzhao Wang², Zhen Wang¹, Guijiang Zhang¹, Xiyu Chen¹, Yibo Zhang¹, Yunfei Luo¹, Gui Gao³, Xin Zhou⁴

Affiliations

¹ College of Science and Technology, Hebei Agricultural University, Cangzhou, 061100, China.
² State Key Laboratory of Reliability and Intelligence of Electrical Equipment, Hebei University of Technology, Tianjin, 300401, China; Hebei Key Laboratory of Molecular Biophysics, Institute of Biophysics, Hebei University of Technology, Tianjin, 300401, China.
³ College of Science and Technology, Hebei Agricultural University, Cangzhou, 061100, China. Electronic address: gaoguii@163.com.
⁴ College of Science and Technology, Hebei Agricultural University, Cangzhou, 061100, China. Electronic address: zhouxin@hebau.edu.cn.

PMID: 36724692
DOI: 10.1016/j.talanta.2023.124303

Abstract

DDAO (1,3-Dichloro-7-hydroxy-9,9-dimethyl-2(9H)-acridone) is a near-infrared (NIR) fluorophore that has received increasing attention in recent years, exhibiting near-infrared emission at 658 nm, low pKa (∼5.0), good water solubility and high quantum yield (Φ = 0.39). The reported DDAO-based fluorescent probes can be applied to biological imaging ofenzymes and other substances in vivo with high sensitivity and selectivity. Herein, using -OCN as the detection group, a novel NIR H₂S fluorescent probe DDAO-CN based on DDAO was designed and synthesized. In PBS buffer (10 mM, pH 7.4), probe DDAO-CN displayed specific selection, short response time (within 10 s) and low detection limit (4.3 nM) towards to H₂S under the catalysis of CTAB. At the same time, the probe is able to sense H₂S gas produced by food spoilage via the fluorescent test strip loaded with DDAO-CN. Moreover, since the probe has optimal pH range (6.0-9.0), it has been successfully used for bioimaging H₂S in the HeLa cells with low cytotoxicity.

Keywords: DDAO; Food samples; Hydrogen sulfide; Living cells; Near-infrared.

MeSH terms

Fluorescent Dyes* / chemistry
HeLa Cells
Humans
Hydrogen Sulfide*
Water

Substances

Fluorescent Dyes
Hydrogen Sulfide
Water
dodecyldimethylamine oxide